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麻木成分的降解与转化机制:来自暴露于酸性环境中的羟基-α-山嵛醇和羟基-β-山嵛醇

Degradation and transformation mechanisms of numbing substances: Hydroxyl-α-sanshool & hydroxyl-β-sanshool from exposed to acid environment.

作者信息

Luo Jingjing, Hou Xiaoyan, Li Shanshan, Luo Qingying, Wu Hejun, Shen Guanghui, Gu Xuequan, Mo Xiaoyan, Zhang Zhiqing

机构信息

College of Food Science, Sichuan Agricultural University, Ya'an 625014, China.

Sichuan Wufeng Lihong Food Co Ltd, Hanyuan 625300, China.

出版信息

Food Chem X. 2022 May 21;14:100342. doi: 10.1016/j.fochx.2022.100342. eCollection 2022 Jun 30.

Abstract

In present work, meal (ZBM) used as experimental material, the stability of typical alkylamides (hydroxyl-α-sanshool and hydroxyl-β-sanshool) in ZBM under different acidification conditions was investigated, in order to reveal degradation or transformation mechanism of numbing substances from exposed to acid environment and its transform direction. The alkylamides content of ZBM was detected by using HPLC after different conditions of acidification. The results indicated that hydroxyl-α-sanshool and hydroxyl-β-sanshool under the concentration of hydrochloric acid is 14% decreased by 80% after only 0.5 h. Moreover, some of the components undergo isomerization and addition reactions in the process of acidification, the products of isomerization are hydroxyl-ε-sanshool and (1Z,2E,4E,8E,10E)-N-(2-hydroxy-2-methylpropyl)dodeca-2,4,8,10-tetraenimidic acid; and the product of the addition reaction is (2E,6E,8E,10E)-1-chloro-1-(2-hydroxy-2-methylpropyl)amino)dodeca-2,6,8,10-tetraen-1-ol, which indicated that acid environment has greatly changed the numbing substances in and its products.

摘要

在本研究中,以花椒(ZBM)为实验材料,研究了典型烷基酰胺(羟基-α-山嵛酰胺和羟基-β-山嵛酰胺)在ZBM中于不同酸化条件下的稳定性,以揭示麻木物质在酸性环境中的降解或转化机制及其转化方向。在不同酸化条件下处理后,采用高效液相色谱法检测ZBM中烷基酰胺的含量。结果表明,在盐酸浓度为14%时,羟基-α-山嵛酰胺和羟基-β-山嵛酰胺仅在0.5小时后就减少了80%。此外,一些成分在酸化过程中发生异构化和加成反应,异构化产物为羟基-ε-山嵛酰胺和(1Z,2E,4E,8E,10E)-N-(2-羟基-2-甲基丙基)十二碳-2,4,8,10-四烯亚胺酸;加成反应产物为(2E,6E,8E,10E)-1-氯-1-(2-羟基-2-甲基丙基)氨基)十二碳-2,6,8,10-四烯-1-醇,这表明酸性环境极大地改变了ZBM中的麻木物质及其产物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2c0d/9142844/71ff82af4698/gr1.jpg

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